|
【结 构 式】 
|
【药物名称】 【化学名称】3-[4-[2-(9H-Carbazol-9-yl)ethoxy]phenyl]-2(S)-ethoxypropionic acid arginine salt 【CA登记号】265304-43-6 (free acid), 265301-03-9 (Na salt) 【 分 子 式 】C31H39N5O6 【 分 子 量 】577.68638 |
【开发单位】Dr. Reddy's Research Foundation (Originator), Novo Nordisk (Originator) 【药理作用】Antidiabetic Drugs, ENDOCRINE DRUGS, Type 2 Diabetes Mellitus, Agents for, Insulin Sensitizers, PPARalpha Agonists, PPARgamma Agonists |
合成路线1
Condensation of 2-(carbazol-9-yl)ethanol (I) with (S)-ethyl 2-ethoxy-3-(4-hydroxyphenyl)propionate (II) under Mitsunobu conditions using tributylphosphine and 1,1'-(azodicarbonyl)dipiperidine gave ether (III). Basic hydrolysis of the ethyl ester group of (III) provided carboxylic acid (IV), which was finally isolated as the corresponding arginine salt.
| 【1】 Sauerberg, P.; Pettersson, I.; Jeppesen, L.; et al.; Novel tricyclic-alpha-alkyloxyphenylpropionic acids: Dual PPAR/gamma alpha agonists with hypolipidemic and antidiabetic activity. J Med Chem 2002, 45, 4, 789. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 55092 | 2-(9H-carbazol-9-yl)-1-ethanol | C14H13NO | 详情 | 详情 | |
| (II) | 50418 | ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate | C13H18O4 | 详情 | 详情 | |
| (III) | 55093 | ethyl (2S)-3-{4-[2-(9H-carbazol-9-yl)ethoxy]phenyl}-2-ethoxypropanoate | C27H29NO4 | 详情 | 详情 | |
| (IV) | 55094 | (2S)-3-{4-[2-(9H-carbazol-9-yl)ethoxy]phenyl}-2-ethoxypropanoic acid | C25H25NO4 | 详情 | 详情 |